Browse
Submit Data
Databases
API
Help

Dataset Information

30 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(1S,3R)-3-Isobutyl-2,3-dihydro-spiro[benzo[f]isoindole-1,3'-indoline]-2',4,9-trione methanol monosolvate.

ABSTRACT: In the title compound, C(23)H(20)N(2)O(3)·CH(3)OH, the hexa-hydro-1H-benzo[f]isoindole and indoline rings are planar, with maximum deviations of 0.092 (1) and -0.095 (1) Å, respectively. The dihedral angle between these two rings is 88.03 (4)°. An O-H⋯N inter-action links the main mol-ecule and the methanol solvent mol-ecule. An intra-molecular C-H⋯O inter-action forms an S(6) ring motif. In the crystal, the mol-ecules form two-dimensional layers parallel to the bc plane through N-H⋯O and C-H⋯O inter-actions.

SUBMITTER: Sharma G

PROVIDER: S-EPMC3414972 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

1'-Butyl-2-methyl-1',2,2',3,4,9-hexa-hydro-spiro-[benzo[f]isoindole-1,3'-indole]-2',4,9-trione.

Project description:In the title compound, C(24)H(22)N(2)O(3), the indoline and pyrrole-fused naphtho-quinone units are both essentially planar [r.m.s. deviations = 0.042 (3) and 0.133 (3) Å, respectively]. The pyrrole ring adopts a C-envelope conformation. The dihedral angle between the mean planes of the two five-membered rings is 89.94 (9)°. The O atoms deviate from the mean planes of the pyrrolidine and naphthalene rings by 0.0311 (2), 0.2570 (2) and 0.1669 (2) Å. In the crystal, C-H⋯O inter-actions generate dimers with R(2) (2)(16) and R(2) (2)(18) graph-set motifs. The carbonyl O atom is involved in bifurcated hydrogen bonding. C-H⋯π inter-actions also occur.

| S-EPMC3393950 | biostudies-literature

An Efficient Synthesis of Spiro[indoline-3,9'-xanthene]trione Derivatives Catalyzed by Magnesium Perchlorate.

Project description:A simple and efficient method for the synthesis of spiro[indoline-3,9'-xanthene]trione derivatives by means of condensation between isatins and 1,3-cyclohexanedione in the presence of a catalytic amount of magnesium perchlorate at 80 °C in 50% aqueous ethanol medium has been described. Notably, the present method offers desirable advantages of good yields, simplicity of workup procedure, easy purification, and reduced reaction times.

| S-EPMC6152258 | biostudies-literature

5-Chloro-spiro-[indoline-3,7'-6H,7H,8H-pyrano[3,2-c:5,6-c']di[1]benzopyran]-2,6',8'-trione.

Project description:The asymmetric unit of the title compound, C(26)H(12)ClNO(6), consists of two independent mol-ecules. The central pyran rings and both the 1-benzopyran ring systems are nearly planar in both mol-ecules [r.m.s. deviations of pyan rings = 0.0264?(1) and 0.0326?(1)?Å for molecules A and B, respectively; r.m.s. deviations of benzopyran rings = 0.0439?(1) and 0.0105?(1) for molecule A, 0.0146?(1) and 0.0262?(1)?Å for molecule B]. In the crystal, the molecules are linked by C-H?O, N-H?O and C-H?? inter-actions.

| S-EPMC3344112 | biostudies-literature

5-Methyl-spiro-[indoline-3,7'-[6H,7H,8H]pyrano[3,2-c:5,6-c']di[1]benzopyran]-2,6',8'-trione chloroform hemisolvate.

Project description:In the title compound, C(27)H(15)NO(6)·0.5CHCl(3), the central pyran ring and both the benzopyran systems are planar, with the dihedral angle between the outer rings being 3.24?(6)°. The indolin-2-one system is in a perpendicular configuration with respect to the pyran ring [dihedral angle = 87.58?(2)°]. Supra-molecular layers in the ac plane are formed in the crystal structure whereby inversion-related mol-ecules are connected by N-H?O hydrogen bonds. These are further linked by C-H?O inter-actions, forming a supra-molecular layer in the ac plane. Disordered CHCl(3) solvent in the structure was modelled with the SQUEEZE routine in PLATON [Spek (2009 ?). Acta Cryst. D65, 148-155].

| S-EPMC3344131 | biostudies-literature

5-Fluoro-6'H,7'H,8'H-spiro-[indoline-3,7'-pyrano[3,2-c:5,6-c']di-1-benzopyran]-2,6',8'-trione.

Project description:In the title compound, C(26)H(12)FNO(6), the central pyran ring and both benzopyran systems are nonplanar, having total puckering amplitudes of 0.139?(2), 0.050?(1) and 0.112?(2)?Å, respectively. The central pyran ring adopts a boat conformation. The crystal structure is stabilized by C-H?O, N-H?O, N-H?F and C-H?? inter-actions.

| S-EPMC3295512 | biostudies-literature

Synthesis of functionalized spiro[indoline-3,4'-pyridines] and spiro[indoline-3,4'-pyridinones] via one-pot four-component reactions.

Project description:In the presence of triethylamine as catalyst, the one-pot four-component reactions of arylamines, methyl propiolate, isatin and malononitrile afforded the functionalized spiro[indoline-3,4'-pyridine] derivatives in good yields. Similar reactions with ethyl cyanoacetate successfully afforded the functionalized spiro[indoline-3,4'-pyridines] and spiro[indoline-3,4'-pyridinones] as the main products according to the structures of the arylamines and other primary amines.

| S-EPMC3678513 | biostudies-literature

(1S,3R)-3-Ammonio-cyclo-hexa-necarboxyl-ate.

Project description:The title ?-amino-butyric acid, C(7)H(13)NO(2), exists as a zwitterion. The crystal structure is stabilized by a network of inter-molecular N-H?O hydrogen bonds, forming a two-dimensional bilayer. An inter-molecular C-H?O hydrogen bond is also observed.

| S-EPMC2959423 | biostudies-literature

3',4'-Dihydro-2'H-spiro[indoline-3,1'-isoquinolin]-2-ones as potential anti-cancer agents: synthesis and preliminary screening.

Project description:Both tetrahydroisoquinolines (THIQs) and oxindoles (OXs) display a broad range of biological activities including anti-cancer activity, and are therefore recognized as two privileged scaffolds in drug discovery. In the present study, 24 3',4'-dihydro-2'H-spiro[indoline-3,1'-isoquinolin]-2-ones, designed as molecular hybrids of THIQ and OX, were synthesized and screened in vitro against 59 cell lines in the NCI-60 screen. Twenty compounds displayed weak to moderate inhibition of cell proliferation; among them, three compounds displayed at least 50% inhibition of cell proliferation. The compounds appeared to target primarily renal cell cancer lines; however, leukaemia, melanoma, non-small cell lung cancer, prostate, ovarian and even breast cancer cell lines were also affected. Therefore, this class of spirooxindoles may provide useful leads in the search for new anti-cancer agents.

| S-EPMC7029914 | biostudies-literature

Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2'-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line.

Project description:In this study, the synthesis of one-pot 10-phenyl-3,4,6,7-tetrahydro-1H-spiro [acridine-9,2'-indoline]-1,3,8-trione derivatives was achieved via a four-component cyclocondensation reaction, which was carried out in solvent-free conditions, and using p-toluenesulfonic acid (p-TSA) as a catalyst. The product was confirmed by FT-IR, 1H-NMR, 13C-NMR, mass spectra, and elemental analysis. Furthermore, the anticancer activity was screened for all compounds. Among these compounds, compound 1c was more effective (GI50 0.01 µm) against MCF-7 cancer cell lines than standard and other compounds. Therefore, the objective of this study was achieved with a few promising molecules having been demonstrated to be potential anticancer agents.

| S-EPMC7763815 | biostudies-literature

1-Ethyl-4'-(1H-indol-3-ylcarbon-yl)-1'-methyl-2,2''-dioxodi-spiro-[indoline-3,2'-pyrrolidine-3',3''-indoline]-4'-carbo-nitrile dimethyl sulfoxide monosolvate.

Project description:In the title compound, C31H25N5O3·C2H6OS, the three indole/indoline units are all essentially planar with maximum deviations of 0.0172?(3), 0.053?(2) and 0.07?(2)?Å. The pyrrolidine ring adopts an envelope conformation with the C atoms bearing the 1-ethyl-2-oxo-indole substituent (in which the five-membered ring adopts a twisted conformation) as the flap. The dimethyl sulfoxide solvent mol-ecule is disordered over two positions, with an occupancy factor ratio of 0.871?(4):0.129?(4). The solvent components are linked to the heterocyclic mol-ecule via C-H?O and C-H?S hydrogen bonds. In the crystal, the solvent components are linked to the heterocyclic molecule via C-H?O and C-H?S inter-actions, forming R 2 (2)(10) ring motifs. The mol-ecules are further connected into a chain along the a-axis direction via N-H?O hydrogen bonds.

| S-EPMC3793813 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data